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Quinoline
Quinoline is a heterocyclic aromatic organic compound with the chemical formula C9H7N. It is a colorless hygroscopic liquid with a strong odor. Aged samples, especially if exposed to light, become yellow and later brown. Quinoline is only slightly soluble in cold water but dissolves readily in hot water and most organic solvents. Quinoline itself has few applications, but many of its derivatives are useful in diverse applications. A prominent example is quinine, an alkaloid found in plants. Over 200 biologically active quinoline and quinazoline alkaloids are identified. 4-Hydroxy-2-alkylquinolines (HAQs) are involved in antibiotic resistance. Occurrence and isolation Quinoline was first extracted from coal tar in 1834 by German chemist Friedlieb Ferdinand Runge; he called quinoline ''leukol'' ("white oil" in Greek). Coal tar remains the principal source of commercial quinoline. In 1842, French chemist Charles Gerhardt obtained a compound by dry distilling quinine, s ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Combes Quinoline Synthesis
The Combes quinoline synthesis is a chemical reaction, which was first reported by Combes in 1888. It involves the condensation of unsubstituted anilines (1) with β-diketones (2) to form substituted quinolines (4) after an acid-catalyzed ring closure of an intermediate Schiff base (3). Further studies and reviews of the Combes quinoline synthesis and its variations have been published by Alyamkina ''et al''., Bergstrom and Franklin, Born, and Johnson and Mathews. The Combes quinoline synthesis is often used to prepare the 2,4-substituted quinoline backbone and is unique in that it uses a β-diketone substrate, which is different from other quinoline preparations, such as the Conrad-Limpach synthesis and the Doebner reaction. Mechanism The reaction mechanism undergoes three major steps, the first one being the protonation of the oxygen on the carbonyl in the β-diketone, which then undergoes a nucleophilic addition reaction with the aniline. An intramolecular proton tran ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Quinoline From Aniline
Quinoline is a heterocyclic aromatic organic compound with the chemical formula C9H7N. It is a colorless hygroscopic liquid with a strong odor. Aged samples, especially if exposed to light, become yellow and later brown. Quinoline is only slightly soluble in cold water but dissolves readily in hot water and most organic solvents. Quinoline itself has few applications, but many of its derivatives are useful in diverse applications. A prominent example is quinine, an alkaloid found in plants. Over 200 biologically active quinoline and quinazoline alkaloids are identified. 4-Hydroxy-2-alkylquinolines (HAQs) are involved in antibiotic resistance. Occurrence and isolation Quinoline was first extracted from coal tar in 1834 by German chemist Friedlieb Ferdinand Runge; he called quinoline ''leukol'' ("white oil" in Greek). Coal tar remains the principal source of commercial quinoline. In 1842, French chemist Charles Gerhardt obtained a compound by dry distilling quinine, stry ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Alkaloid
Alkaloids are a class of basic, naturally occurring organic compounds that contain at least one nitrogen atom. This group also includes some related compounds with neutral and even weakly acidic properties. Some synthetic compounds of similar structure may also be termed alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and, more rarely, other elements such as chlorine, bromine, and phosphorus.Chemical Encyclopedia: alkaloids xumuk.ru Alkaloids are produced by a large variety of organisms including bacteria, fungi, [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
4-Hydroxy-2-alkylquinoline
4-Hydroxy-2-alkylquinolines (HAQs) are a class of intracellular signaling molecules associated with iron chelation. HAQs are produced by various types of bacteria, such as ''Pseudomonas aeruginosa'', and are involved in quorum sensing In biology, quorum sensing or quorum signalling (QS) is the ability to detect and respond to cell population density by gene regulation. As one example, QS enables bacteria to restrict the expression of specific genes to the high cell densities at .... The overproduction of these molecules, with their pro-oxidative effects, leads to antibiotic properties. References {{DEFAULTSORT:Hydroxy-2-alkylquinoline, 4- Quinolinols ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Quinine
Quinine is a medication used to treat malaria and babesiosis. This includes the treatment of malaria due to '' Plasmodium falciparum'' that is resistant to chloroquine when artesunate is not available. While sometimes used for nocturnal leg cramps, quinine is not recommended for this purpose due to the risk of serious side effects. It can be taken by mouth or intravenously. Malaria resistance to quinine occurs in certain areas of the world. Quinine is also used as an ingredient in tonic water to impart a bitter taste. Common side effects include headache, ringing in the ears, vision issues, and sweating. More severe side effects include deafness, low blood platelets, and an irregular heartbeat. Use can make one more prone to sunburn. While it is unclear if use during pregnancy causes harm to the baby, treating malaria during pregnancy with quinine when appropriate is still recommended. Quinine is an alkaloid, a naturally occurring chemical compound. How it works as a ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Doebner Reaction
The Doebner reaction is the chemical reaction of an aniline with an aldehyde and pyruvic acid to form quinoline-4-carboxylic acids.Bergstrom, F. W. ''Chem. Rev.'' 1944, ''35'', 156. (Review) The reaction serves as an alternative to the Pfitzinger reaction.W. Pfitzinger: ''Chinolinderivate aus Isatinsäure.'' In: ''Journal für Praktische Chemie.'' Band 33, Nr. 1, 1886, S. 100, doi:10.1002/prac.18850330110.Oscar Doebner: ''Ueber α-Alkylcinchoninsäuren und α-Alkylchinoline.'' In: ''Justus Liebigs Annalen der Chemie.'' Band 242, Nr. 3, 1887, S. 265–388, doi:10.1002/jlac.18872420302. Reaction mechanism The reaction mechanism is not exactly known, two proposals are presented here. One possibility is at first an aldol condensation, starting from the enol form of the pyruvic acid (1) and the aldehyde, forming an ''β,γ''-unsaturated α-ketocarboxylic acid (2). This is followed by a Michael addition with aniline to form an aniline derivative (3). After a cyclization at the benz ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Quinazoline
Quinazoline is an organic compound with the formula C8H6N2. It is an aromatic heterocycle with a bicyclic structure consisting of two fused six-membered aromatic rings, a benzene ring and a pyrimidine ring. It is a light yellow crystalline solid that is soluble in water. Also known as 1,3-diazanaphthalene, quinazoline received its name from being an aza derivative of quinoline. Though the parent quinazoline molecule is rarely mentioned by itself in technical literature, substituted derivatives have been synthesized for medicinal purposes such as antimalarial and anticancer agents. Quinazoline is a planar molecule. It is isomeric with the other diazanaphthalenes of the benzodiazine subgroup: cinnoline, quinoxaline, and phthalazine. Over 200 biologically active quinazoline and quinoline alkaloids are identified. Synthesis : The synthesis of quinazoline was first reported in 1895 by August Bischler and Lang through the decarboxylation of the 2-carboxy derivative (quinazoline-2- ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Rhodococcus
''Rhodococcus'' is a genus of aerobic, nonsporulating, nonmotile Gram-positive bacteria closely related to ''Mycobacterium'' and ''Corynebacterium''. While a few species are pathogenic, most are benign, and have been found to thrive in a broad range of environments, including soil, water, and eukaryotic cells. Some species have large genomes, including the 9.7 megabasepair genome (67% G/C) of ''Rhodococcus'' sp. RHA1. Strains of ''Rhodococcus'' are important owing to their ability to catabolize a wide range of compounds and produce bioactive steroids, acrylamide, and acrylic acid, and their involvement in fossil fuel biodesulfurization. This genetic and catabolic diversity is not only due to the large bacterial chromosome, but also to the presence of three large linear plasmids. ''Rhodococcus'' is also an experimentally advantageous system owing to a relatively fast growth rate and simple developmental cycle, but is not well characterized. Another important application of ''Rh ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Heterocyclic
A heterocyclic compound or ring structure is a cyclic compound that has atoms of at least two different elements as members of its ring(s). Heterocyclic chemistry is the branch of organic chemistry dealing with the synthesis, properties, and applications of these heterocycles. Examples of heterocyclic compounds include all of the nucleic acids, the majority of drugs, most biomass (cellulose and related materials), and many natural and synthetic dyes. More than half of known compounds are heterocycles. 59% of US FDA-approved drugs contain nitrogen heterocycles. Classification The study of heterocyclic chemistry focuses especially on unsaturated derivatives, and the preponderance of work and applications involves unstrained 5- and 6-membered rings. Included are pyridine, thiophene, pyrrole, and furan. Another large class of heterocycles refers to those fused to benzene rings. For example, the fused benzene derivatives of pyridine, thiophene, pyrrole, and furan are quino ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Pyridine
Pyridine is a basic heterocyclic organic compound with the chemical formula . It is structurally related to benzene, with one methine group replaced by a nitrogen atom. It is a highly flammable, weakly alkaline, water-miscible liquid with a distinctive, unpleasant fish-like smell. Pyridine is colorless, but older or impure samples can appear yellow, due to the formation of extended, unsaturated polymeric chains, which show significant electrical conductivity. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Historically, pyridine was produced from coal tar. As of 2016, it is synthesized on the scale of about 20,000 tons per year worldwide. Properties Physical properties The molecular electric dipole moment is 2.2 debyes. Pyridine is diamagnetic and has a diamagnetic susceptibility of −48.7 × 10−6 cm3·mol−1. The standard enthalpy of formation is 100.2 kJ·mol−1 in the l ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Hydrodenitrification
Hydrodenitrogenation (HDN) is an industrial process for the removal of nitrogen from petroleum. Organonitrogen compounds, even though they occur at low levels, are undesirable because they cause poisoning of downstream catalysts. Furthermore, upon combustion, organonitrogen compounds generate NOx, a pollutant. HDN is effected as general hydroprocessing, which traditionally focuses on hydrodesulfurization (HDS) because sulfur compounds are even more problematic. To some extent, hydrodeoxygenation (HDO) is also effected. Typical organonitrogen compounds in petroleum include quinolines and porphyrins and their derivatives. The total nitrogen content is typically less than 1% and the targeted levels are in the ppm range. As described in organic geochemistry, organonitrogen compounds are derivatives or degradation products of the compounds in the living matter that comprised the precursor to fossil fuels. In HDN, the organonitrogen compounds are treated at high temperatures with ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
August Wilhelm Von Hofmann
August Wilhelm von Hofmann (8 April 18185 May 1892) was a German chemist who made considerable contributions to organic chemistry. His research on aniline helped lay the basis of the aniline-dye industry, and his research on coal tar laid the groundwork for his student Charles Mansfield's practical methods for extracting benzene and toluene and converting them into nitro compounds and amines. Hofmann's discoveries include formaldehyde, hydrazobenzene, the isonitriles, and allyl alcohol. He prepared three ethylamines and tetraethylammonium compounds and established their structural relationship to ammonia. After studying under Justus von Liebig at the University of Giessen, Hofmann became the first director of the Royal College of Chemistry, now part of Imperial College London, in 1845. In 1865 he returned to Germany to accept a position at the University of Berlin as a teacher and researcher. After his return he co-founded the German Chemical Society (''Deutsche Chemis ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
